Orange cotton-dyes.



cosine.

(lent $5 used;

Be. and 6-.9 parts sodium nitrite.

iinrrnn re ns rnrn Ti rrie AUGUST LEOPOLD LASKA, O CFFENBACH-ON-THEJWAIN, GERMANY, ASS IGNOR TO THE CORPORATION OF CHEMISCHE FABRIK GRIESHEIM-ELEKTRON, OF FRANKFORT-O1L THE-MAIN, GERMANY.

ORANGE COTTON-EYES.

No Drawing.

Specification of Letters Patent. Patented Jung 13, 1911, Application filed December 13, 1910. Serial No. 597,061.

To (116 whom it may concern:

Be it known that I. Xrcrs'r Lnoizonn IAANKA, doctor of philosophy, chemist, a subject of the German Emperor, and resiot' -Ull'cnhach-on-lhc-illain, in the Grand Duchy of ll csscn, Germany, with the post-ollice address Gcrberstrasse No. 5, have invented new and useful ill]plOYtllHlliS in ()range ottoinDyes, of which the follow- 10 ing is a specification.

lhare discover-ml that valuable cotton (lyestutls are obtained by combining the ietrazo compounds of [)tllZl-(lltllllllls of the general formula:

Nll i x wherein X and Y, meaning ll-or SO l'i, are

The thus obtained dyestnll's dye cotton orange to orange-red shades, fast to copper and showing a remarkable fastncss to light.

Among paradiainins benzidin, its 0rtho-- mono and ortho disulfonic acids may be among nitroinetadiamins nitronietaphenylendiamin and nitroincta-toluylendiamin may be employed.

The'following example'wiil serve to illustrate the nature of my invention and-how it 3 can be carried out; parts being by weight;

'Exainplez 13.2 parts of benzidinmonosulfonic acid (NH zSO l lfl) are dis-' solved in the necessary quantity of Water containing 3 parts of sodium carbonate,

w and tetrazotized in the usual manner, by

means of 33 parts of hydrochloric acid 20 A -solution of 12.? parts of l-para-sulfophenyl-fiinethyl-ti-pyrazolone, neutralized b means 65 of sodium carbonate, is allowed to ow 'into the tetrazo compound, whereupon 24 parts of sodium acetate are added. After formation of the intermediate product a solution of 7.7 parts of nitronietaphenylendiarnin 59 in 300 parts of water and 12 parts of hydrochloric acid 20 Be. is poured intothe niixture, whereupon 36 parts of sodium acetate are added. The mixture is stirred until the formation of dyestuti is completed, neutral ized by means of sodium carbonat heated up to 0., and the dyestutl precipitated by addition of common salt. It is iii dry concentrated sulfuric acid with reddishorange, in water with more yellowish color. ihe aqueous solution is hardly altered by addition oi caustic soda lye. By addition of concentrated hydrochloric acid the dyestuti is precipitated in shape of orange'iialres. It dyes cotton reddish-orange shades very fast to lightand acids.

(in using benzidin ortho-disultonic acid or benzidin instead of benzidinmonosulfonic acid, dyestuffs are obtained which dye cotton almost the same shades. On replacing the para sulfo phenyl methyl pyrazolone with para snlfo ortho tolylinethyl-pyrazoe lone dyestuffs are obtained which dye cotton nor may be performed the combinations with nitrometatoluylendiannns.

Letters Patent is the following:

to or: nge-red cotton dyestuifs,'cons1sting in combining the tetrazo. compounds of para; diainins ofthe benzene series with one m0- lceular proportion of 1-sulfoaryl-3-methyl-5- pyrazolone and one molecular proportion of an aromatic nitronietadiamin.

2. The process for manufacturing orange cotton dyestuifs, consisting in combining the tetrazo compounds of benzidin-orthonionm sulfonic acid with one molecular proportion of 1 -sulfoaryl-3-inethyl-5-py 'azolone and one molecular proportion of an aromatic nitroinetiuliainin.

3. As new articles the dyestuffs obtained by'comoining the tetrazo compounds of henzidin-- ortho-inonosulfonie acid with one molecular proportion of 1 -sulfoaryl--8 niethyl-fi-pyrazolone and one molecular prowhich dyestuffs are reddish brown powders, dissolving in concentrated sulfuric acid with reddish orange, in water with more yellow-. ish color, which dyestuffs dye cot-ton orange to' orange-red shades of goodv fastness to light and acids, yielding upon reduction with stannons chlorid and hydrochloric acid benzidin-ortho-monosnltonic acid, and l-sulfoaryl 3 inethyl-4-amino-fi-pyrazolone and an aromatic triamin.

4. The process for manufacturing an orange cotton dyestutt, consisting in (tOIlllOlIl' more yellowish shades. In analogous man Now what I claim and desire to secure by portion .of an aromatic nitro meta-dismin,

state a rcddislrbrown. powder dissolving in 1. The process for manufacturing orange ing the tetrazo compound of ben'zidin-orthonionosulfonic acid with one molecular proportion of 1-sulfo-phenyl-3-methyl-5-pyrazolone and one molecular proportion of nitrometa-phenylendiamin.

5. As a new article the dyestufi obtained by combining the tetrazo compound of benzidin-ortho monosulfonic acid with one molecular proportion of l-sulfophenyl-S- methyl- 5 -pyrazol0ne and one molecular proportion of nitro-meta-phenylen-diamin, which dyest-ufl is in dry state a reddishbrown powder dissolving in concentrated sulfuric acid with reddish-orange, in water with more yellowish color, the aqueous solution of which hardly being altered by addition of caustic soda lye, the dyestuft being precipitated thereof in shape of orange flakes by addition of concentrated hydrochloric acid, which dyestufl" dyes cotton red dish orange shades of good fastness to light 'and acids, yielding upon reduction with stannous chlorid'and hydrochloric acid, benzidin-ortho-monosulfonic acid, l-sulfophenyl-3-met'hyl--amino-5-pyrazolone and triaminohenzene.

In testimony, that- I claim the foregoing as my invention, I have signed my name in presence of two witnesses, this second day of December 1910.

AUGUST LEOPOLD LASKA \Vitnesses HERMANN ron,

Eann MARX. 

